>>2768249I, too have an uncanny valley for music, but it's much higher up the scale. Often about the Gamecube/PS2/XBox, era, where synth no longer sounded completely like digital stuff, but utterly failed at sounding like actual orchestration. You can clearly tell which instruments they are trying to synthesize, but you're also aware that they are terrible, awful attempts at doing so.
with 8, 16, and even most 32 and 64 bit synth music, the sounds themselves are still so innately digital in origin that I'm fine with them. The other thing is also the specific arrangement. A lot of JRPGs at the time specifically tried to invoke the composition of classical/orchestral music, while songs from, say, Ocarina of Time or Mario 64, while emulating actual instruments, are still clearly composed to sound like video game music.